[2] Dimitrov was born to a rich Bulgarian family in the village of Ajvatovo (now a part of the municipality of Mygdonia, at the time in the Ottoman Empire).

He graduated from the Bulgarian Men's High School of Thessaloniki in 1889 and then he studied law in Istanbul.

He returned to Bitola in November 1901 and started a career as a lawyer, while at the same time continuing his participation in the leadership of IMRO.

Andonov continued his career in law in 1904, when he was voted a judge in the Bitola appellate court.

After the Young Turk Revolution he participated in the creation of the Bulgarian Constitutional Clubs political party, being chosen as its leader in its inauguration congress.